S1, E1: Chicago real estate mogul Sean Conlon lends his capital and mentorship to novice property flippers struggling to pull troubled projects back into the black. In this series premiere, Sean partners with Berta, a real estate broker who started flipping condos on the side. She invested all her savings into her latest project, a large 1912 two-unit row house. But unreliable partners and her own negligence led to little progress after nine months. Now, Berta is left to right the mistakes her partners made while trying to dig herself out of financial ruin. Will Sean be able to help this sinking ship, or will Berta prove to be too inexperienced to stand at the helm?